NP-MRD: Showing NP-Card for (1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol (NP0332524)

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Record Information

Version

2.0

Created at

2024-02-20 08:19:42 UTC

Updated at

2024-09-03 04:19:30 UTC

NP-MRD ID

NP0332524

Natural Product DOI

https://doi.org/10.57994/1780

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol

Description

(1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on (1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02202408192D          

 19 19  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  1  0  0  0
  6  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  5 15  1  1  0  0  0
  5 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18  2  1  0  0  0  0
 18 19  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0332524

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC=C(C)[C@H](O)[C@@H]1O)[C@](C)(O)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O3/c1-10(2)6-5-9-15(4,18)12-8-7-11(3)13(16)14(12)17/h6-7,12-14,16-18H,5,8-9H2,1-4H3/t12-,13-,14+,15+/m0/s1

> <INCHI_KEY>
GWQAOVFVUUAQKJ-BYNSBNAKSA-N

> <FORMULA>
C15H26O3

> <MOLECULAR_WEIGHT>
254.37

> <EXACT_MASS>
254.188194697

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
29.758383565465415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,6S)-6-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-3-methylcyclohex-3-ene-1,2-diol

> <JCHEM_LOGP>
1.6478075656666662

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.50071833095954

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.376908806262227

> <JCHEM_PKA_STRONGEST_BASIC>
-2.937135491252409

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
74.96570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,6S)-6-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-3-methylcyclohex-3-ene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-FEB-24         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.874   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.206   3.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   15   16                                             
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    5                                                            
CONECT   16    5   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    2   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₆O₃

Average Mass

254.3700 Da

Monoisotopic Mass

254.18819 Da

IUPAC Name

(1R,2S,6S)-6-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-3-methylcyclohex-3-ene-1,2-diol

Traditional Name

(1R,2S,6S)-6-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-3-methylcyclohex-3-ene-1,2-diol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC=C(C)[C@H](O)[C@@H]1O)[C@](C)(O)CCC=C(C)C

InChI Identifier

InChI=1S/C15H26O3/c1-10(2)6-5-9-15(4,18)12-8-7-11(3)13(16)14(12)17/h6-7,12-14,16-18H,5,8-9H2,1-4H3/t12-,13-,14+,15+/m0/s1

InChI Key

GWQAOVFVUUAQKJ-BYNSBNAKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	xinyan_8339@126.com	Not Available	Not Available	2024-02-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	xinyan_8339@126.com	Not Available	Not Available	2024-02-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	xinyan_8339@126.com	Not Available	Not Available	2024-02-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Bisabolane sesquiterpenoid
Sesquiterpenoid
Tertiary alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.65	ChemAxon
pKa (Strongest Acidic)	13.38	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.97 m³·mol⁻¹	ChemAxon
Polarizability	29.76 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol (NP0332524)

MOL for NP0332524 ((1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol)

3D MOL for NP0332524 ((1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol)

3D SDF for NP0332524 ((1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol)

3D-SDF for NP0332524 ((1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol)

PDB for NP0332524 ((1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol)

3D PDB for NP0332524 ((1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol)

SMILES for NP0332524 ((1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol)

INCHI for NP0332524 ((1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol)

Structure for NP0332524 ((1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol)

3D Structure for NP0332524 ((1R*,2S*,6S*,7R*)-1,2-dihydroxy-α-bisabolol)

Showing NP-Card for (1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol (NP0332524)

MOL for NP0332524 ((1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol)

3D MOL for NP0332524 ((1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol)

3D SDF for NP0332524 ((1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol)

3D-SDF for NP0332524 ((1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol)

PDB for NP0332524 ((1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol)

3D PDB for NP0332524 ((1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol)

SMILES for NP0332524 ((1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol)

INCHI for NP0332524 ((1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol)

Structure for NP0332524 ((1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol)

3D Structure for NP0332524 ((1R,2S,6S,7R)-1,2-dihydroxy-α-bisabolol)